Trifluoroacetic acid → HCID 178484803, compound

HRID 25632Notes

Reaction equation

HRID 25632 reaction equation
C(O[C:6]([N:8](C)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]#[C:16][CH2:17][O:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:11][CH2:10]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:6][NH:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([C:15]#[C:16][CH2:17][O:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178486043HCID 178486043, compound

Product 1

HCID 178484803HCID 178484803, compoundYield 191.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6.02 g (17.43 mmol) of trans-Methanesulfonic acid 3-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-prop-2-ynyl ester in 95 ml CH2Cl2 was treated at 0° C. with 45 ml TFA (for 20 min). After 30 min at this temperature, the reaction was evaporated and evaporated again with toluene (4 times) to give 8.17 g (quantitative) of crude trans-Methanesulfonic acid 3-(4-methylamino-cyclohexyl)-prop-2-ynyl ester.trifluoroacetate, MS: 245 (M).

Workup

  1. customthe reaction was evaporated
  2. customevaporated again with toluene (4 times)

Sources & evidence

ORD record
ord-64826e911fc046debce7b39110ab9f4c
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Reaction notes

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